专利号:US-8084569-B2 优先权日:2006-12-21 标 题 :Process for the synthesis of diaminopyridines from glutarimidines 发明人:MINTER AARON; STOKES BERLIN 权利人:MINTER AARON; STOKES BERLIN; DU PONT 摘要:A liquid-phase process is provided for the synthesis from glutarimidines of diaminopyridines and related compounds, which are used industrially as compounds and as components in the synthesis of a variety of useful materials. The synthesis proceeds by means of a dehydrogenative aromatization process.
专利号:US-6423877-B1 优先权日:1999-11-15 标题:Synthesis of pseudopterosin compounds 发明人:COREY ELIAS J 权利人:HARVARD COLLEGE 摘要:The present invention is directed to a new synthetic route to pseudopterosin aglycone (3): n a key intermediate for the synthesis of a group of antiinflammatory natural products including pseudopterosin A (1) and E (2). The pathway of synthesis starts with the abundant and inexpensive (S)-(−)-limonene and its long-known cyclic hydroboration product (4) and leads to the chiral hydroxy ketone (6). Conversion of (6) to (10) followed by a novel aromatic annulation produced (15) which underwent highly diastereoselective cyclization to afford the protected pseudopterosin aglycone (16). The naturally occurring pseudopterosins such as (1) and (2) are readily available from this key intermediate.
专利号:US-5932726-A 优先权日:1996-12-16 标 题 :Asymmetric synthesis of benzoxazinones 发明人:PIERCE MICHAEL ERNEST; CHOUDHURY ANUSUYA; PARSONS JR RODNEY LAWRENCE; RADESCA LILIAN ALICIA 权利人:DU PONT PHARM CO 摘要:The present invention provides novel methods for the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one of formula (VI-i) ##STR1## which is useful as a human immunodeficiency virus (HIV) reverse transcriptase inhibitor.
专利号:US-6040480-A 优先权日:1997-04-07 标题 :Asymmetric synthesis of benzoxazinones 发明人:PIERCE MICHAEL E; CHEN CHENG Y; CHOUDHURY ANUSUYA; RADESCA LILIAN A; TAN LUSHI; ZHAO DALIAN 权利人:DU PONT PHARM CO 摘要:The present invention provides novel methods for the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one of formula (VI-i) which is useful as a human immunodeficiency virus (HIV) reverse transcriptase inhibitor.
专利号:US-5126456-A 优先权日:1991-10-17 标题:7-chloroquinaldine synthesis 发明人:SONG ZHIGUO; HUGHES DAVID L 权利人:MERCK & CO INC 摘要:An improved process is described which utilizes tetrachloro-1,4(or 1,2)-quinone as an oxidant in the Doebner-Miller synthesis of 7-chloroquinaldine, a starting material in the preparation of leukotriene antagonists. The process improves yield and eliminates the need of forming a ZnCl 2 complex to isolate the end product.
专利号:US-2024425890-A1 优先权日:2022-02-11 标 题:Process for the synthesis of alpha-methylene-gamma-butyrolactone 发明人:TADEN ANDREAS; BECK HORST; MYRTOLLARI KAMELA; KOURIST ROBERT; NIGL ANDREA 权利人:HENKEL AG & CO KGAA 摘要:The present application provides a process for the preparation of α-methylene-γ-butyrolactone, said process comprising the steps of:a) acetylating the C1-hydroxyl group of isoprenol to yield isoprenyl acetate;b) forming 4-acetoxy-2-methylene-butan-1-ol from said isoprenyl acetate by whole cell biotransformation, said step comprising:i) contacting a cell (CB) with a culture medium containing said isoprenyl acetate or with a culture medium contiguous with an organic phase containing said isoprenyl acetate under conditions that enable the cell to form 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate; and,ii) optionally isolating the resultant 4-acetoxy-2-methylene-butan-1-ol, wherein said cell (CB) exhibits activity of at least one alkane monooxygenase enzyme which catalyzes the formation of 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate;c) oxidizing said 4-acetoxy-2-methylene-butan-1-ol to yield 4-acetoxy-2-methylene butyric acid; and,d) converting said 4-acetoxy-2-methylene butyric acid to α-methylene-γ-butyrolactone by hydroxylysis to γ-hydroxy-α-methylenebutyric acid and subsequent cyclization of said γ-hydroxy-α-methylenebutyric acid.
[参考文献]: Ammon W Brown, Et Al. The Comparative Toxicity Of A Reduced, Crude Comfrey (Symphytum Officinale) Alkaloid Extract And The Pure, Comfrey-Derived Pyrrolizidine Alkaloids, Lycopsamine And Intermedine In Chicks (Gallus Gallus Domesticus). J Appl Toxicol. 2016 May;36(5):716-25. [参考文献]: Asuka Kodama, Et Al. Oxidative Dimer Produced From A 2,3,4-Trihydroxybenzoic Ester. Biosci Biotechnol Biochem. 2007 Jul;71(7):1731-4. [参考文献]: Harilaos Damianakos, Et Al. The Chemical Profile Of Pyrrolizidine Alkaloids From Selected Greek Endemic Boraginaceae Plants Determined By Gas Chromatography/mass Spectrometry. J Aoac Int. 2014 Sep-Oct;97(5):1244-9. [参考文献]: Hiroyuki Miyamura, Et Al. In Situ Coupled Oxidation Cycle Catalyzed By Highly Active And Reusable Pt-Catalysts: Dehydrogenative Oxidation Reactions In The Presence Of A Catalytic Amount Of O-Chloranil Using Molecular Oxygen As The Terminal Oxidant. Chem Commun (Camb). 2010 Nov 14;46(42):8052-4. [参考文献]: Itamar Yadid, Et Al. Sequestration Of A Highly Reactive Intermediate In An Evolving Pathway For Degradation Of Pentachlorophenol. Proc Natl Acad Sci U S A. 2013 Jun 11;110(24):E2182-90.
合成参考文献
摘要:Toyota, S.; Iwanaga, T., Science of Synthesis, (2010) 45, 812. 摘要:Abou-Hadeed, K.; Hansen, H.-J., Science of Synthesis, (2010) 45, 1060. 摘要:Sapeta, K.; Kerr, M. A., Science of Synthesis Knowledge Updates, (2011) 1, 51. 摘要:Ishihara, K.; Sakakura, A., Science of Synthesis: Stereoselective Synthesis, (2011) 3, 110. 摘要:Chen, S.; Salo, E. C.; Kerrigan, N. J., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 485.